Synthesis and preliminary analysis of a P-glycoprotein-specific [3H]-benzophenone photoaffinity label based on (-)-stipiamide

Bioorg Med Chem Lett. 2000 Oct 16;10(20):2275-8. doi: 10.1016/s0960-894x(00)00439-x.

Abstract

A benzophenone photoaffinity label 9 based on the polyene natural product (-)-stipiamide has been constructed using a diaminoethane spacer and the radioactive agent [3H]-BZDC (N-succinimidyl p-benzoyl-(2,3-3H)-dehydrocinnamate). Photoaffinity experiments show specific binding to human P-glycoprotein (Pgp) in the presence of cis-flupentixol but not with cyclosporin A.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • ATP Binding Cassette Transporter, Subfamily B, Member 1 / analysis
  • ATP Binding Cassette Transporter, Subfamily B, Member 1 / metabolism*
  • Affinity Labels / chemical synthesis*
  • Affinity Labels / chemistry
  • Affinity Labels / pharmacokinetics
  • Benzophenones* / chemical synthesis*
  • Benzophenones* / chemistry
  • Benzophenones* / pharmacokinetics
  • Drug Design
  • Humans
  • Models, Molecular
  • Molecular Conformation
  • Polyenes / chemistry
  • Polyenes / pharmacokinetics
  • Succinimides*
  • Tritium

Substances

  • ATP Binding Cassette Transporter, Subfamily B, Member 1
  • Affinity Labels
  • Benzophenones
  • N-succinimidyl 4-benzoyldihydrocinnamate
  • Polyenes
  • Succinimides
  • Tritium
  • stipiamide